Copper compounds of orthooxyazo dyestuffs and a process of making same.



UNITED STATES PATENT OFFICE.

IBERTHOLD WUTH AND CARL JAGERSPACHER, OF BASEL, SWITZERLAND, ASSIGNORSTO SOCIETY OF CHEMICAL INDUSTRY IN BASLE, 0F BASEL, SWITZERLAND.

COPPER COMPOUNDS OF ORTHOOXYAZO DYESTUFFS AND A PROCESS OI? MAKING SAME.

- Specification of Letters Patent.

Patented July 31, 1917.

No Drawing. Original application filed October 7, 1915, Serial No.54,504. Divided and this applicationfiled January 24, 1917. Serial No.144,245.

To all whom it may concern:

Be it known that we, BERTHOLD Worn, chemist, a subject of the King ofGreat Britain, andCARL JAGERSPACHER, chemist, a citizen of the SwissRepublic, both residents of Basel, Switzerland, have invented new CopperCompounds of Orthooxyazo Dyestufis and Processes of Making Same, ofwhich the following is a full, clear, and exact specification.

This application is a divisional one of our application for LettersPatent Ser. No. 54504, filed October 7, 1915.

In the United States application for Letters Patent, Ser. No. 43413,filed August 3, 1915, is described the production of new well definedcopper compounds of orthooxy dyestuffs, which are soluble in water. Wehave now found, that the orthooxydiazo dyestuffs derived fromorthocarboxylated benzoylacetic acid coon k/ co-cn,-coon v tints of goodfastness to washing and to light, which are distinguished from theorthooxyazo dyestuffs employed as parent materials by entirely differentshades and by a better fastness to washing and to light. The new coppercompounds dissolve in concentrated sulfuric acid to deep coloredsolutions and in water to intense colored solutions which do not changetheir coloration on addition of sodium carbonate or of soda lye. I

The preparation of the heretofore unknown dyestuffs fromorthodiazophenol derivates or orthodiazonaphthol derivates andorthocarbo'xylated benzoylacetic acid takes place in the usual way bycombining the orthooxydiazo compounds with the said GOOH Yum L is pouredinto a concentrated solution of 21 parts orthocarboxylated benzoylaoeticacid in water made alkaline by sodium carbonate. The dyestuif separatedafter combination is isolated byfiltration, pressed and dried. Itdissolves in water to orangeyellow and in concentrated sulfuric acid to{pure violet solutions; by adding copper salts to the aqueous solutionstheir orangeyellow coloration. turns to blue. It dyes wool in an acidbath brown tints.

In order to transform this oxyazo dyestuif into its new copper compound23 parts of the dyestufi' are dissolved in 1000 parts water and to thissolution are added at about 70 C. a solution of 13 parts copper sulfatein 50 parts water. The blue copper compound precipitates at once. Afterneutralization of the free sulfuric acid with sodium carbonate, the newcopper compound is separated'by filtration, pressed and dried. It dyeswool in an acid bath blue tints fast to washing and to light.

If in the foregoing example the diazo derivative of sulfoamidosalicylicacid is replaced by chloroaminophenol 4-2-1, the

sodium salt of the resulting orthooxydiazo' dyestufl" dyes wool in anac1d bath gray ture of new copper compounds of orthooxy-.

azo dyestuffs, soluble in water, consisting in treating with coppercompounds in a watery medium the orthooxyazo dyestuffs resulting fromthe combination of aromatic orthooxydiazo bodies with orthocarboxylatedbenzoylacetic acid.

3. As new products the described copper compounds of orthooXyaZodyestufis, derived from orthocarboxylated benzoylacetic acid, which aresoluble in water, from which the copper cannot be precipitated by sodiumcarbonate, soda lye and ammonia and which constitute blue to blackpowders, dissolving in concentrated sulfuric acid to deep coloredsolutions and in water to intense colored solutions which do notchange'their coloration on addition of sodium carbonate or soda lye andfrom which the animal fibers as wool, silk and leather, straw andWoodbast are dyed, according to the methods used for acid dyestuffs,blue to violet tints showing without any further treatment a very goodfastness to washing and to light.

In witness whereof we have hereunto signed our names this 23rd day ofDecemher 1916, in the presence of two subscribing 25 witnesses.

BERTHOLD WUTH. CARL JAGERSPACHER.

Witnesses CARL O. SPAMER, ARMANI) BITTER.

